House Sitting in Red Oak Heights, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check

1. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
142 reviews
63 repeat clients
from
$55
per night

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
Verified Enhanced Background Check

2. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check

4. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel is amazing! One of our dogs is hesitant with new people, and Rachel deals well with her noise and makes her feel comfortable quickly every time. Our dogs love spending time with Rachel and we love getting regular photos of all the fun they're having :)

Calendar Recently Updated
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check

5. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

Calendar Recently Updated
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check

6. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$28
per night

Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

Sitter Profile Image: Patricia N.
Verified Enhanced Background Check
Sitter Profile Image: Patricia N.
Verified Enhanced Background Check

7. Patricia N.

Star Sitter
Love them all!
Franklin, WI, 53132
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
14 repeat clients
from
$30
per night

Patricia was very attentive and detail oriented, and she made sure to cover all of her bases when preparing to care for our pup. She is experienced and professional. I would absolutely hire her again and recommend her to others!

Calendar Recently Updated
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check

8. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
10 repeat clients
from
$60
per night

Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.

Calendar Recently Updated
Sitter Profile Image: Bianca R.
Verified Enhanced Background Check
Sitter Profile Image: Bianca R.
Verified Enhanced Background Check

9. Bianca R.

Loving Dog Mom
New Berlin, WI, 53151
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$40
per night

This was our first time with Bianca and she was amazing. We have 3 dogs, 2 of them are kind of anxious around strangers but she has a confidence about her and she handled them just fine. We got pics and videos everyday along with updates throughout the day. We had booked her for 3 day weekend and because of plane delays we couldn’t make it home until 2 days later and Bianca was so flexible and accommodating that we could relax knowing that she was there with our pups.

Sitter Profile Image: Erica L.
Verified Background Check
Sitter Profile Image: Erica L.
Verified Background Check

10. Erica L.

I'll love them like my own
West Allis, WI, 53227
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
44 repeat clients
from
$37
per night

Erica was great. She even went above and beyond to help with a schedule change. Maddie seemed to go with the flow, and when I got home it was business as usual. She is a great sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hillery F.
Verified Enhanced Background Check
Sitter Profile Image: Hillery F.
Verified Enhanced Background Check

11. Hillery F.

Happy to help!
West Allis, WI, 53214
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$80
per night

Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were away. She was accommodating and very friendly (not to mention very knowledgeable about all things dogs and cats!!) We didn't have to worry one bit with her in charge of our babies. ? The daily updates were wonderful and overall experience was amazing.

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

12. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 reviews
37 repeat clients
from
$60
per night

Leandrea was absolutely amazing! We left for a week vacation and throughout the entire time Leandrea updated with text, photos and videos. Communication was so easy and Leandrea responded immediately!! I felt so relaxed leaving knowing my dogs were in amazing hands. We are definitely going to book Leandrea again!!! Could not recommend enough!!

Calendar Recently Updated
Sitter Profile Image: Ruth W.
Verified Enhanced Background Check
Sitter Profile Image: Ruth W.
Verified Enhanced Background Check

13. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$50
per night

Ruth has been taking care of pets for as long as I’ve known her. Ruth has owned a cat, A bunny, two turtles, a total of four dogs, and a green-checked Conard from the past 18 years. She loves her dogs especially because of the relationship they have created over the past 5 years and the dogs love her.

Calendar Recently Updated
Sitter Profile Image: Lauren Z.
Verified Enhanced Background Check
Sitter Profile Image: Lauren Z.
Verified Enhanced Background Check

14. Lauren Z.

No dog too big or small
West Allis, WI, 53227
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$50
per night

Lauren is a sweetheart! She was very communicative and sent photo updates throughout the day. My dog absolutely loved her! Will def book with her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah W.
Verified Background Check
Sitter Profile Image: Hannah W.
Verified Background Check

15. Hannah W.

Full-time cuddler, part-time runner
Alcott Park, Milwaukee, WI, 53228
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
17 repeat clients
from
$22
per night

Hannah did an amazing job with our pup! She kept us updating throughout the entire night which was reassuring while we were away! She really tired him out - which is tough to do considering he is a energetic puppy! Thanks again, Hannah!

Calendar Recently Updated
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check

16. Amanda S.

I’ll love them like my own!
West Allis, WI, 53219
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Amanda is so great the neighbors come over and ask us who our dog walker is. She's very conscientious of things we do with our dogs and they love her so much. Vey responsible and has great availability. We recommend her to all our friends and their friends.

Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check

17. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$75
per night

We couldn't have asked for a better experience! Stephen and Amilie were very communicative to us about how our animals are doing. We felt very comfortable with them and they took great care of our animals! We would no doubt use their services again!

Calendar Recently Updated
Sitter Profile Image: Allie S.
Verified Background Check
Sitter Profile Image: Allie S.
Verified Background Check

18. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$28
per night

Allie is a great friend of mine, she is a dedicated hard working and loyal friend. She is always putting others first and is always the one helping in times of need. Allie has been taking care of my Siberian husky for a while now anytime I need a sitter for the weekend. She Allie is always taking her for nice loooong walks, takes her to the dog park to play, gives plenty of snacks and belly rubs and just loving her like she is her own pet. Allie is a huge animal lover and very companionate at what she does. I would trust Allie with any pet I have.

Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check

19. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
109 reviews
36 repeat clients
from
$28
per night

Amanda was wonderful during our vacation taking care of our dog. She was active in sending pics and updates and prompt to respond. She made me feel at ease knowing everything was going good back home. I would definitely recommend Amanda and would book her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check

20. Jessica R.

All dogs are good babies
Woodland Court, Milwaukee, WI, 53220
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$30
per night

Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Red Oak Heights:

Dog lovers in Red Oak Heights, Milwaukee, WI love house sitters on Rover.com. Over 1089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Rover.com is the simple, savvy way to find and book Red Oak Heights house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Red Oak Heights, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Red Oak Heights house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

House Sitting